
Holiday rentals with a pool in Glynn County
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Top-rated rentals with a pool in Glynn County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Seaside studio near Driftwood Beach
Get into coastal lifestyle in this ground-level, Jekyll Island studio near famous Driftwood Beach. Short path to oceanfront complex’s secluded beach area with sandy promenade for leisurely strolling and sun worshipping. One room suite sleeps 4 (with pullout sofa). Well-equipped kitchenette. Lots of other amenities. One dog (60 lbs. max) OK with $75 fee. Sorry, no cats. For larger groups, we have additional condo units next door. For stays longer than 7 nights, contact host for special discount.

Location! WALK to BEACH, Village & PIER! 2 POOLS*
After a relaxing nights sleep, walk out to the balcony and enjoy the amazing lake views & the sounds & smells of the salty ocean breeze, which is just down the street. Enjoy a workout in the gym, a game of pingpong/corn hole next to the lake, or a dip in one of the luxurious pools. Sit back & relax after a day at the beach & watch a movie on one of the smart TVs. This condo is nestled in the heart of SSI, a short walk to shopping, golfing, restaurants, historic sites, parks, the pier, & more.

Large Open 2 Bed 2 bath Condo Overlooks Pool
You have found one of the best vacation rental condos on St. Simons Island. Comfortable and spacious, 1,100 sq ft, 2 bedroom, 2 bathroom in South Island gated complex, just two miles from the beach and Pier area. Upstairs. Perfect for as little as 1 guest or as many as 6. This condo is kept immaculately clean and fresh. Along with king in the master, the 2nd bedroom has a new queen full memory foam mattress. Pool, fitness room, fast Wifi, free gated parking, laundry. Lots of natural light!

Perfect Island Private Getaway-Walk2Beach-Village
If you are interested in a great little getaway, this is it. Gated UPDATED BEACHY condo with private gated parking & pool. IDEAL LOCATION. Walk/Bike to the Beach, Pier Village Shopping, Restaurants & Entertainment. Custom made book with local recommendations included. Condo is setup similarly to a hotel suite with Kitchenette *see photos. Relaxing jetted tub&large shower Has washer/dryer, full refrigerator, Keurig coffee, WiFi, Roku Stick, Alexa, Amazon Music, Amazon Prime, Netflix.

Jack & Laurel Welcome You To Our Beach Club Condo!
Comfort, relaxation, and beauty await you here - On the quieter and most private side of the Beach Club - with direct, gated beach access . Enjoy our oceanside saltwater pool, 2 hot tubs, and lush gardens - in the perfect spot, on one of the prettiest beaches in the South! Primary suite with king bed, walk-in shower/soaking tub. Second bedroom with 1 queen/ 1 twin, full bathroom. Well-equipped kitchen, full balcony... Come on, the dolphins are waiting for you!

Beach Hideaway~great location~pool~ground floor
GROUND FLOOR unit~GREAT LOCATION(mid/South Island)~walk to Redfern Village(many shops and restaurants), Southern Soul, Chickfila, Starbucks, etc~quick drive to the beach and pier~NEWLY REMODELED~GATED FAMILY ORIENTED COMMUNITY~ reliable WiFi~TV and sofa in living room~king bed & TV in master~queen bed & TV in spare~twin sleeper sofa in sunroom~pool & tennis court~NO PETS or ANIMALS ALLOWED, SEE RULES FOR HIGH PET FEE. **Parking -- My HOA does not allow work/business vehicles**

Perfect getaway
Located on the south end of the island , this spacious condo is convenient to shopping and restaurants. Five short minutes to the beach , fishing pier , lighthouse , village, and golf courses . Has been beautifully remodeled with all the comforts of home . Pool right across from your front door. Fabulous sun deck off the master bedroom . Fenced in patio for privacy to unwind after exploring all the island has to offer . Perfect vacation for family and friends

St Simons Townhouse Close to Beach and Village
This townhome is less than a mile to Coast Guard beach access and close to The Village area with shops and restaurants. Both bedrooms have a queen and a full bed. The kitchen is well stocked with a dining area with seating for six. Private back patio with seating. Please note there is not a washer/dryer within the condominium but there is a coin laundry facility on property. Community pool on the property is opened seasonally. Please inquiry for pet policy.

Abundant Amenities! Pool, Bikes, Near to beach!
1800+ SQ FT! 3 BRs, 2.5 baths, & patio w/ tranquil setting. EVERYTHING INCLUDED!!! Situated in a lush and private setting with additional green space behind the property, this newer construction 3 bedroom, 2 1/2 bath townhouse lives like a single-family home with an incredible and thoughtfully designed floor plan. This fabulous home is also near to all the island's amenities, within minutes to the beach, pier, shops, restaurants, and various beach activities.

OCEAN VIEW-St. Simons says Relax at The Beach Club
Check out this gorgeous and updated condo in The Beach Club! There is a pool and private beach access for guests.It has a beautiful ocean view and a private balcony. The first bedroom features a King size bed, balcony access, and a private bathroom with a large walk in shower. The second bedroom has a Queen size bed and access to the shared hall bath. Please send a message with any questions!

Lovely 2-Bedroom Condo with Pool
Welcome to Island Retreat! This two bedroom, two level condo is sparkling clean, pet free, and tastefully designed with coastal décor. In addition to the master and guest bedrooms our comfortable furnishings include a pullout sofa bed, flat screen TVs in every room, fully equipped kitchen, and a deck complete with seating and a gas grill. The community pool is only steps away!

St Simons Cozy Coastal Townhome -Enjoy Island Time
Relax at our stylish St. Simon's Island Townhome and enjoy all the comforts of home. Awesome beds, 55inch TVs, full size kitchen, washer and dryer, and an extra private outdoor shower. Conveniently located on the island, this spacious town-home, has everything you need. You're close to everything (beaches, village, pier) and tons of island shopping.
Popular amenities for Glynn County rentals with a pool
House rentals with a pool

Quite a Catch House w/ Pool

Live like a local on SSI! Bike to BEACH! Pool/Spa

Rivera Retreat - Private Pool in SSI

Coastal Comfort

The Salty Tortoise - By Beach

Relaxing Lakeview Stay – Near Beach + Pool

Beach Bliss & Boating Fun!

Private Pool | Pet-Friendly | Fenced-in Yard
Condo rentals with a pool

Sea-Esta Retreat, a Great Golden Isles Location!

Oceanfront Condo w/view! | Free Bikes! | Updated!

Balcony Ocean View/Steps to Beach and Restaurants

Waterfront Flat @ Settlers Bluff

Ocean Vibes Retreat (dog friendly)

Pool | Parking | Beach | Food | Bars | Stores, etc

Wake Up on the Water Riverfront Condo w/ Boat Slip

Saint Simons Island T 10 Ocean Walk 1 Bedroom
Other holiday rentals with a pool

*Pool *Hot tub *Fire pit *Fence *Game room *Privat

Poolside Oasis, Ground Floor, King Bed, Near Beach

The Little Peach on the Beach

Pool |Walk-2-Beach & Restaurants | OakTree Patio

Golf Cart | Pool | Bikes | Beach Gear | Porch

Cozy, End-Unit Condo-Pool!

Close to Beach Heated Pool and Spa

Family-Run Cottage | Beach+Pool+Golf Cart Add On
Destinations to explore
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